Metacridamide B methanol-d 4 monosolvate

The title compound, C35H53NO5·CH3OH {systematic name: (3S,6E,8S,9R,10E,12S,13S,14E,16S,17R)-3-benzyl-9,13-dihy-droxy-6,8,10,12,14,16-hexa-methyl-17-[(2S,4S)-4-methyl-hexan-2-yl]-1-oxa-4-aza-cyclo-hepta-deca-6,10,14-triene-2,5-dione methanol-d 4 monosolvate}, was extracted from conidia of the fungus Metarhizium acridum. Crystals were obtained as a methanol-d 4 solvate. The tail part of the 4-methyl-hexan-2-yl group exhibits disorder over two positions, with an occupancy ratio of 0.682 (9):0.318 (9). The crystal structure confirms the absolute configuration of nine stereocenters determined previously for the acetyl-ated compound metacridamide A. In the crystal, the methanol-d4 mol-ecule is positioned close to the O atom in the carbonyl group of the peptide bond, forming an O-H⋯O hydrogen bond. It also forms an O-H⋯O hydrogen bond with an adjacent mol-ecule. N-H⋯O and O-H⋯O hydrogen bonds are observed between neighboring mol-ecules.